NP-MRD: Showing NP-Card for 4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-decahydrocyclopenta[a]s-indacen-7-yl benzoate (NP0312684)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 09:41:01 UTC

Updated at

2022-09-11 09:41:01 UTC

NP-MRD ID

NP0312684

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-decahydrocyclopenta[a]s-indacen-7-yl benzoate

Description

4,5,8-Tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-tetradecahydro-1H-cyclopenta[a]s-indacen-7-yl benzoate belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-decahydrocyclopenta[a]s-indacen-7-yl benzoate is found in Euphorbia segetalis. Based on a literature review very few articles have been published on 4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-tetradecahydro-1H-cyclopenta[a]s-indacen-7-yl benzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112211412D          

 43 47  0  0  0  0            999 V2000
    1.7203   -3.5297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8230   -2.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5833   -2.3908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1655   -2.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2682   -1.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6663   -0.8300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1439   -0.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0170   -0.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6189    0.6394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457    1.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8706    1.3288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6477    2.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1772    2.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5752    2.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1484    3.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6764    3.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0745    2.7741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8356   -0.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4596    0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3044    1.1639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9284    1.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7732    2.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7078    1.4328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390    0.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1693    0.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9616    0.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5635   -0.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3820   -0.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9463    0.4159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5373   -0.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3269   -0.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8576   -1.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8147   -1.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128   -0.8300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3942   -0.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6333   -1.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7702   -1.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9254   -2.0771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048   -2.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3288   -1.8082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8600   -3.1581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908   -0.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0605   -1.8183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 27 34  1  0  0  0  0
 34 35  1  0  0  0  0
 24 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 37 42  1  0  0  0  0
  5 42  1  0  0  0  0
 18 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END

     RDKit          3D

 85 89  0  0  0  0  0  0  0  0999 V2000
    0.9994    5.9296    0.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5510    4.5637    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2700    4.4049    1.5921 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0320    3.4597    0.0976 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7917    2.1144    0.2791 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9668    1.3621    0.8896 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0829    2.2427    1.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3560    0.4666   -0.2438 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2408   -0.5501    0.0680 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5189   -0.6369   -0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8501    0.2687   -1.2713 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4492   -1.6981   -0.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1551   -2.6965    0.7462 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0510   -3.6900    1.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2844   -3.6907    0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6166   -2.6980   -0.4720 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7077   -1.7089   -0.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390    0.0391   -0.8870 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3687   -1.1067   -0.2783 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8255   -1.3101    1.0556 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3775   -2.4910    1.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8276   -2.6125    2.9338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4889   -3.4618    0.7154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1315   -1.0865   -0.2555 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6062   -0.9290    1.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -2.3672   -0.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1176   -1.8989   -1.2877 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2397   -2.1759   -0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5260   -3.1970    0.2360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1010   -0.9651   -0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0322   -0.8783   -1.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8654   -0.8730    0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0419    0.1526   -0.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735   -0.3738   -1.3226 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6393   -0.1110   -1.2433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0768   -0.4993   -2.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1691    1.2880   -0.9864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8073    1.9043    0.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6917    2.9697   -0.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3065    3.5197    1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9215    3.4032   -1.1510 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3108    1.3499   -0.9065 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7357    1.9853   -2.1164 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9640    5.8116   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781    6.5904    1.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2580    6.3904   -0.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0046    2.0574    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6769    0.7216    1.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2785    3.0840    0.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9696    2.6373    2.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0384    1.6722    1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9099    1.1435   -0.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1823   -2.7188    1.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7941   -4.4953    1.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0148   -4.4632    0.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5854   -2.7093   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9184   -0.9206   -1.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3790   -0.2366   -1.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138   -2.0881   -0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9150   -2.4976    3.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4964   -1.7630    3.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3088   -3.5925    3.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8944   -1.5100    1.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6141    0.0803    1.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5693   -1.4907    1.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0242   -3.0623    0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801   -2.9441   -1.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2698   -2.3602   -2.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1051    0.1792   -1.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6759   -1.4671   -2.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0717   -1.1882   -1.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5443   -1.7349    1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1191   -0.9237    1.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3959    0.0841    0.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7972    0.4048    0.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6086    1.0177   -0.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4256   -0.1214   -2.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9242   -0.7123   -3.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5711    0.3563   -3.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5204   -1.4339   -2.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5641    1.8620   -1.8890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1151    4.6206    1.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8862    3.0424    2.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4210    3.3531    1.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5823    1.6069   -2.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  8 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 19 24  1  0
 24 25  1  1
 24 26  1  0
 26 27  1  0
 27 34  1  0
 34 33  1  0
 33 30  1  0
 30 31  1  0
 30 32  1  0
 30 28  1  0
 28 29  2  0
 34 35  1  0
 35 36  1  6
 35 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 39 41  2  0
 37 42  1  0
 42 43  1  6
 42  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5  6  1  0
 17 12  1  0
 42 18  1  0
 35 24  1  0
 28 27  1  0
  7 49  1  0
  7 50  1  0
  7 51  1  0
  6 48  1  1
  8 52  1  6
 13 53  1  0
 14 54  1  0
 15 55  1  0
 16 56  1  0
 17 57  1  0
 18 58  1  6
 19 59  1  6
 22 60  1  0
 22 61  1  0
 22 62  1  0
 25 63  1  0
 25 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  6
 34 77  1  6
 33 75  1  0
 33 76  1  0
 31 69  1  0
 31 70  1  0
 31 71  1  0
 32 72  1  0
 32 73  1  0
 32 74  1  0
 36 78  1  0
 36 79  1  0
 36 80  1  0
 37 81  1  6
 40 82  1  0
 40 83  1  0
 40 84  1  0
 43 85  1  0
  5 47  1  1
  1 44  1  0
  1 45  1  0
  1 46  1  0
M  END


  Mrv1652309112211412D          

 43 47  0  0  0  0            999 V2000
    1.7203   -3.5297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8230   -2.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5833   -2.3908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1655   -2.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2682   -1.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6663   -0.8300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1439   -0.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0170   -0.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6189    0.6394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457    1.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8706    1.3288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6477    2.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1772    2.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5752    2.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1484    3.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6764    3.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0745    2.7741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8356   -0.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4596    0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3044    1.1639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9284    1.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7732    2.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7078    1.4328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390    0.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1693    0.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9616    0.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5635   -0.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3820   -0.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9463    0.4159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5373   -0.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3269   -0.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8576   -1.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8147   -1.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128   -0.8300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3942   -0.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6333   -1.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7702   -1.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9254   -2.0771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048   -2.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3288   -1.8082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8600   -3.1581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908   -0.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0605   -1.8183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 27 34  1  0  0  0  0
 34 35  1  0  0  0  0
 24 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 37 42  1  0  0  0  0
  5 42  1  0  0  0  0
 18 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0312684

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C(OC(=O)C2=CC=CC=C2)C2C(OC(C)=O)C3(C)CC4C(CC(C)(C)C4=O)C3(C)C(OC(C)=O)C2(O)C1OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C33H42O10/c1-16-24(43-28(38)20-12-10-9-11-13-20)23-27(41-18(3)35)31(7)14-21-22(15-30(5,6)25(21)37)32(31,8)29(42-19(4)36)33(23,39)26(16)40-17(2)34/h9-13,16,21-24,26-27,29,39H,14-15H2,1-8H3

> <INCHI_KEY>
YGNZHEOASXYUAE-UHFFFAOYSA-N

> <FORMULA>
C33H42O10

> <MOLECULAR_WEIGHT>
598.689

> <EXACT_MASS>
598.277797552

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
62.879450859123814

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-tetradecahydro-1H-cyclopenta[a]s-indacen-7-yl benzoate

> <JCHEM_LOGP>
3.7870577999999995

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.523393992643005

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.503593159959465

> <JCHEM_PKA_STRONGEST_BASIC>
-3.890728331683399

> <JCHEM_POLAR_SURFACE_AREA>
142.5

> <JCHEM_REFRACTIVITY>
150.53580000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-decahydrocyclopenta[a]s-indacen-7-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       3.211  -6.589   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.403  -5.061   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.822  -4.463   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.176  -4.131   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.367  -2.603   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.244  -1.549   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.269  -1.839   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.898  -0.155   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.155   1.194   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.952   2.511   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.492   2.480   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.209   3.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.331   3.891   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.074   5.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.277   6.558   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.263   6.527   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.006   5.178   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.426  -0.347   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.591   0.660   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.302   2.173   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.466   3.180   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.177   4.692   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.921   2.675   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.046   0.155   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.916   1.689   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.395   0.898   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.518  -0.155   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.046  -0.347   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      11.100   0.776   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      10.336  -1.860   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.810  -1.413   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.934  -3.279   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.987  -2.603   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.864  -1.549   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.336  -1.358   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.782  -2.832   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.171  -2.365   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       5.461  -3.877   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       6.916  -4.383   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.080  -3.375   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       7.205  -5.895   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       3.716  -1.860   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       3.846  -3.394   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   42                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   18                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18    8   19   42                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19   25   26   35                                             
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   34                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30   34                                                       
CONECT   34   33   27   35                                                  
CONECT   35   34   24   36   37                                             
CONECT   36   35                                                            
CONECT   37   35   38   42                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   37    5   18   43                                             
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

View in JSmol

Synonyms

Value	Source
4,5,8-Tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-tetradecahydro-1H-cyclopenta[a]S-indacen-7-yl benzoic acid	Generator

Chemical Formula

C₃₃H₄₂O₁₀

Average Mass

598.6890 Da

Monoisotopic Mass

598.27780 Da

IUPAC Name

4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-tetradecahydro-1H-cyclopenta[a]s-indacen-7-yl benzoate

Traditional Name

4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-decahydrocyclopenta[a]s-indacen-7-yl benzoate

CAS Registry Number

Not Available

SMILES

CC1C(OC(=O)C2=CC=CC=C2)C2C(OC(C)=O)C3(C)CC4C(CC(C)(C)C4=O)C3(C)C(OC(C)=O)C2(O)C1OC(C)=O

InChI Identifier

InChI=1S/C33H42O10/c1-16-24(43-28(38)20-12-10-9-11-13-20)23-27(41-18(3)35)31(7)14-21-22(15-30(5,6)25(21)37)32(31,8)29(42-19(4)36)33(23,39)26(16)40-17(2)34/h9-13,16,21-24,26-27,29,39H,14-15H2,1-8H3

InChI Key

YGNZHEOASXYUAE-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Euphorbia segetalis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Tetracarboxylic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Monocyclic benzene moiety
Benzenoid
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.79	ChemAxon
pKa (Strongest Acidic)	12.5	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	142.5 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	150.54 m³·mol⁻¹	ChemAxon
Polarizability	62.88 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78182520

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-decahydrocyclopenta[a]s-indacen-7-yl benzoate (NP0312684)

MOL for NP0312684 (4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-decahydrocyclopenta[a]s-indacen-7-yl benzoate)

3D MOL for NP0312684 (4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-decahydrocyclopenta[a]s-indacen-7-yl benzoate)

3D SDF for NP0312684 (4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-decahydrocyclopenta[a]s-indacen-7-yl benzoate)

3D-SDF for NP0312684 (4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-decahydrocyclopenta[a]s-indacen-7-yl benzoate)

PDB for NP0312684 (4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-decahydrocyclopenta[a]s-indacen-7-yl benzoate)

3D PDB for NP0312684 (4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-decahydrocyclopenta[a]s-indacen-7-yl benzoate)

SMILES for NP0312684 (4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-decahydrocyclopenta[a]s-indacen-7-yl benzoate)

INCHI for NP0312684 (4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-decahydrocyclopenta[a]s-indacen-7-yl benzoate)

Structure for NP0312684 (4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-decahydrocyclopenta[a]s-indacen-7-yl benzoate)

3D Structure for NP0312684 (4,5,8-tris(acetyloxy)-4a-hydroxy-2,2,3b,6,8a-pentamethyl-1-oxo-decahydrocyclopenta[a]s-indacen-7-yl benzoate)